added multi file attachment support

frontend/src/components/AttachmentGallery.tsx

@@ -122,16 +122,16 @@ export const AttachmentGallery: React.FC<AttachmentGalleryProps> = ({
 
       {/* Other Files */}
       {otherFiles.length > 0 && (
-        <div className="space-y-2">
-          <h4 className="text-sm font-medium text-gray-700 dark:text-gray-300">
+        <div className="space-y-1">
+          <h4 className="flex flex-wrap justify-end text-xs font-medium text-gray-700 dark:text-gray-300">
             Files ({otherFiles.length})
           </h4>
-          <div className="space-y-2">
+          <div className="flex justify-end flex-wrap gap-2">
             {otherFiles.map((file) => (
               <AttachmentPreview
                 key={file.fileId}
                 attachment={file}
-                className="w-full"
+                className="w-[40%]"
               />
             ))}
           </div>

frontend/src/components/AttachmentPreview.tsx

@@ -1,14 +1,7 @@
 import React, { useState } from "react"
 import { AttachmentMetadata } from "shared/types"
 import {
-  Download,
   Eye,
-  FileText,
-  Image,
-  Video,
-  Music,
-  Archive,
-  File,
 } from "lucide-react"
 import { Button } from "@/components/ui/button"
 import {
@@ -17,27 +10,14 @@ import {
   DialogHeader,
   DialogTitle,
 } from "@/components/ui/dialog"
-import { authFetch } from "@/utils/authFetch"
+import { getFileType } from "@/utils/fileUtils"
+import { getFileIcon } from "@/components/ChatBox"
 
 interface AttachmentPreviewProps {
   attachment: AttachmentMetadata
   className?: string
 }
 
-const getFileIcon = (fileType: string) => {
-  if (fileType.startsWith("image/")) return Image
-  if (fileType.startsWith("video/")) return Video
-  if (fileType.startsWith("audio/")) return Music
-  if (fileType.includes("pdf") || fileType.includes("document")) return FileText
-  if (
-    fileType.includes("zip") ||
-    fileType.includes("tar") ||
-    fileType.includes("gz")
-  )
-    return Archive
-  return File
-}
-
 const formatFileSize = (bytes: number): string => {
   if (bytes === 0) return "0 Bytes"
   const k = 1024
@@ -53,46 +33,11 @@ export const AttachmentPreview: React.FC<AttachmentPreviewProps> = ({
   const [showImageModal, setShowImageModal] = useState(false)
   const [imageError, setImageError] = useState(false)
 
-  const FileIcon = getFileIcon(attachment.fileType)
   const isImage = attachment.isImage && !imageError
   const thumbnailUrl = attachment.thumbnailPath
     ? `/api/v1/attachments/${attachment.fileId}/thumbnail`
     : null
 
-  const handleDownload = async () => {
-    let url: string | null = null
-    try {
-      const response = await authFetch(
-        `/api/v1/attachments/${attachment.fileId}`,
-        {
-          credentials: "include",
-        },
-      )
-      if (!response.ok) {
-        if (response.status === 401) {
-          throw new Error("Please log in to download attachments")
-        }
-        throw new Error(`Download failed: ${response.statusText}`)
-      }
-
-      const blob = await response.blob()
-      url = window.URL.createObjectURL(blob)
-      const a = document.createElement("a")
-      a.href = url
-      a.download = attachment.fileName
-      document.body.appendChild(a)
-      a.click()
-      document.body.removeChild(a)
-    } catch (error) {
-      console.error("Download failed:", error)
-      alert(error instanceof Error ? error.message : "Download failed")
-    } finally {
-      if (url) {
-        window.URL.revokeObjectURL(url)
-      }
-    }
-  }
-
   const handleImageView = () => {
     if (isImage) {
       setShowImageModal(true)
@@ -126,7 +71,7 @@ export const AttachmentPreview: React.FC<AttachmentPreviewProps> = ({
           </div>
         ) : (
           <div className="w-12 h-12 flex items-center justify-center bg-gray-200 dark:bg-gray-700 rounded-md">
-            <FileIcon className="w-6 h-6 text-gray-600 dark:text-gray-400" />
+            {getFileIcon(getFileType({type: attachment.fileType, name: attachment.fileName}))}
           </div>
         )}
       </div>
@@ -137,33 +82,24 @@ export const AttachmentPreview: React.FC<AttachmentPreviewProps> = ({
           {attachment.fileName}
         </p>
         <p className="text-xs text-gray-500 dark:text-gray-400">
-          {formatFileSize(attachment.fileSize)} • {attachment.fileType}
+          {formatFileSize(attachment.fileSize)} • {getFileType({type: attachment.fileType, name: attachment.fileName})}
         </p>
       </div>
 
       {/* Actions */}
-      <div className="flex items-center space-x-2">
-        {isImage && (
-          <Button
-            variant="ghost"
-            size="sm"
-            onClick={handleImageView}
-            className="p-2"
-            aria-label={`Preview ${attachment.fileName}`}
-          >
-            <Eye className="w-4 h-4" />
-          </Button>
-        )}
-        <Button
-          variant="ghost"
-          size="sm"
-          onClick={handleDownload}
-          className="p-2"
-          aria-label={`Download ${attachment.fileName}`}
-        >
-          <Download className="w-4 h-4" />
-        </Button>
-      </div>
+      {isImage && (
+        <div className="flex items-center space-x-2">
+            <Button
+              variant="ghost"
+              size="sm"
+              onClick={handleImageView}
+              className="p-2"
+              aria-label={`Preview ${attachment.fileName}`}
+            >
+              <Eye className="w-4 h-4" />
+            </Button>
+          </div>
+      )}
 
       {/* Image Modal */}
       {isImage && (

frontend/src/components/ChatBox.tsx

@@ -28,6 +28,10 @@ import {
   X,
   File,
   Loader2,
+  FileText,
+  FileSpreadsheet,
+  Presentation,
+  FileImage,
 } from "lucide-react"
 import Attach from "@/assets/attach.svg?react"
 import {
@@ -72,6 +76,7 @@ import {
   createToastNotifier,
   createImagePreview,
   cleanupPreviewUrls,
+  getFileType,
 } from "@/utils/fileUtils"
 import { authFetch } from "@/utils/authFetch"
 
@@ -82,6 +87,26 @@ interface SelectedFile {
   uploading?: boolean
   uploadError?: string
   preview?: string // URL for image preview
+  fileType?: string
+}
+
+export const getFileIcon = (fileType: string | undefined) => {
+  switch (fileType) {
+    case "Image":
+      return <FileImage size={24} className="text-blue-500 dark:text-blue-400 flex-shrink-0" />
+    case "Document":
+      return <FileText size={24} className="text-blue-600 dark:text-blue-400 flex-shrink-0" />
+    case "Spreadsheet":
+      return <FileSpreadsheet size={24} className="text-green-600 dark:text-green-400 flex-shrink-0" />
+    case "Presentation":
+      return <Presentation size={24} className="text-orange-600 dark:text-orange-400 flex-shrink-0" />
+    case "PDF":
+      return <FileText size={24} className="text-red-600 dark:text-red-400 flex-shrink-0" />
+    case "Text":
+      return <FileText size={24} className="text-gray-600 dark:text-gray-400 flex-shrink-0" />
+    default:
+      return <File size={24} className="text-gray-500 dark:text-gray-400 flex-shrink-0" />
+  }
 }
 
 // Add attachment limit constant
@@ -498,6 +523,7 @@ export const ChatBox = React.forwardRef<ChatBoxRef, ChatBoxProps>(
           id: generateFileId(),
           uploading: false,
           preview: createImagePreview(file),
+          fileType: getFileType(file),
         }))
 
         setSelectedFiles((prev) => {
@@ -2097,10 +2123,10 @@ export const ChatBox = React.forwardRef<ChatBoxRef, ChatBoxProps>(
 
                 const items = e.clipboardData?.items
                 if (items) {
-                  // Handle image paste
+                  // Handle file paste (all supported file types)
                   for (let i = 0; i < items.length; i++) {
                     const item = items[i]
-                    if (item.type.indexOf("image") !== -1) {
+                    if (item.kind === "file") {
                       // Check attachment limit before processing
                       if (selectedFiles.length >= MAX_ATTACHMENTS) {
                         showToast(
@@ -2113,15 +2139,27 @@ export const ChatBox = React.forwardRef<ChatBoxRef, ChatBoxProps>(
 
                       const file = item.getAsFile()
                       if (file) {
-                        // Process the pasted image file directly
-                        // The file will be processed with a default name by the processFiles function
-                        processFiles([file])
-                        showToast(
-                          "Image pasted",
-                          "Image has been added to your message.",
-                          false,
-                        )
-                        return // Exit early since we handled the image
+                        // Check if the file type is supported
+                        const isValid = validateAndDeduplicateFiles([file], showToast)
+                        if (isValid.length > 0) {
+                          // Process the pasted file
+                          processFiles([file])
+                          const fileType = getFileType(file)
+
+                          showToast(
+                            "File pasted",
+                            `${fileType} has been added to your message.`,
+                            false,
+                          )
+                          return // Exit early since we handled the file
+                        } else {
+                          showToast(
+                            "Unsupported file type",
+                            "This file type is not supported for attachments.",
+                            true,
+                          )
+                          return
+                        }
                       }
                     }
                   }
@@ -2450,14 +2488,14 @@ export const ChatBox = React.forwardRef<ChatBoxRef, ChatBoxProps>(
                               ? `${selectedFile.file.name.substring(0, 9)}...`
                               : selectedFile.file.name}
                           </span>
+                          <span className="text-white text-xs opacity-80 block">
+                            {selectedFile.fileType}
+                          </span>
                         </div>
                       </div>
                     ) : (
                       <div className="flex items-center gap-2 px-3 py-2 bg-gray-50 dark:bg-gray-700 rounded-lg border border-gray-200 dark:border-gray-600 hover:border-gray-300 dark:hover:border-gray-500 transition-colors min-w-0">
-                        <File
-                          size={24}
-                          className="text-gray-500 dark:text-gray-400 flex-shrink-0"
-                        />
+                        {getFileIcon(selectedFile.fileType)}
                         <div className="flex-1 min-w-0">
                           <span
                             className="text-sm text-gray-700 dark:text-gray-300 truncate block max-w-[120px]"
@@ -2469,7 +2507,7 @@ export const ChatBox = React.forwardRef<ChatBoxRef, ChatBoxProps>(
                             className="text-xs text-gray-500 dark:text-gray-400 truncate block max-w-[120px]"
                             title={getExtension(selectedFile.file)}
                           >
-                            {getExtension(selectedFile.file)}
+                            {selectedFile.fileType}
                           </span>
                         </div>
                         <div className="flex items-center gap-1 flex-shrink-0">
@@ -2533,7 +2571,7 @@ export const ChatBox = React.forwardRef<ChatBoxRef, ChatBoxProps>(
               title={
                 selectedFiles.length >= MAX_ATTACHMENTS
                   ? `Maximum ${MAX_ATTACHMENTS} attachments allowed`
-                  : "Attach files"
+                  : "Attach files (images, documents, spreadsheets, presentations, PDFs, text files)"
               }
             />
             {showAdvancedOptions && (
@@ -3299,7 +3337,8 @@ export const ChatBox = React.forwardRef<ChatBoxRef, ChatBoxProps>(
           multiple
           className="hidden"
           onChange={handleFileChange}
-          accept="image/jpeg,image/jpg,image/png,image/gif,image/webp"
+          accept="image/jpeg,image/jpg,image/png,image/gif,image/webp,text/plain,text/csv,application/pdf,application/msword,application/vnd.openxmlformats-officedocument.wordprocessingml.document,application/vnd.ms-excel,application/vnd.openxmlformats-officedocument.spreadsheetml.sheet,application/vnd.ms-powerpoint,application/vnd.openxmlformats-officedocument.presentationml.presentation,text/markdown,.txt,.csv,.pdf,.doc,.docx,.xls,.xlsx,.ppt,.pptx,.md"
+          title="Supported file types: Images (JPEG, PNG, GIF, WebP), Documents (DOC, DOCX), Spreadsheets (XLS, XLSX, CSV), Presentations (PPT, PPTX), PDFs, and Text files (TXT, MD)"
         />
       </div>
     )

frontend/src/utils/fileUtils.ts

@@ -19,6 +19,41 @@ const isImageFile = (file: File): boolean => {
   )
 }
 
+// Get file type category for display purposes
+export const getFileType = (file: File | { type: string, name: string }): string => {
+  if (file instanceof File && isImageFile(file)) {
+    return "Image"
+  }
+
+  // Check for document types
+  if (file.type.includes("word") || file.name.toLowerCase().match(/\.(doc|docx)$/)) {
+    return "Document"
+  }
+
+  // Check for spreadsheet types
+  if (file.type.includes("excel") || file.type.includes("spreadsheet") || file.name.toLowerCase().match(/\.(xls|xlsx|csv)$/)) {
+    return "Spreadsheet"
+  }
+
+  // Check for presentation types
+  if (file.type.includes("powerpoint") || file.type.includes("presentation") || file.name.toLowerCase().match(/\.(ppt|pptx)$/)) {
+    return "Presentation"
+  }
+
+  // Check for PDF
+  if (file.type === "application/pdf" || file.name.toLowerCase().endsWith(".pdf")) {
+    return "PDF"
+  }
+
+  // Check for text files
+  if (file.type.startsWith("text/") || file.name.toLowerCase().match(/\.(txt|md)$/)) {
+    return "Text"
+  }
+
+  // Default fallback
+  return "File"
+}
+
 // Create preview URL for image files
 export const createImagePreview = (file: File): string | undefined => {
   if (isImageFile(file)) {